Acetylcholinesterase-inhibiting Alkaloids from Zephyranthes concolor


Por: Reyes-Chilpa, R, Berkov, S, Hernandez-Ortega, S, Jankowski, CK, Arseneau, S, Clotet-Codina, I, Este, JA, Codina, C, Viladomat, F, Bastida, J

Publicada: 1 nov 2011
Resumen:
The bulbs and aerial parts of Zephyranthes concolor (Lindl.) Benth. & Hook. f. (Amaryllidaceae), an endemic species to Mexico, were found to contain the alkaloids chlidanthine, galanthamine, galanthamine N-oxide, lycorine, galwesine, and epinorgalanthamine. Since currently only partial and low resolution (1)H-NMR data for chlidanthine acetate are available, and none for chlidanthine, its 1D and 2D high resolution (1)H- and (13)C-NMR spectra were recorded. Unambiguous assignations were achieved with HMBC, and HSQC experiments, and its structure was corroborated by X-ray diffraction. Minimum energy conformation for structures of chlidanthine, and its positional isomer galanthamine, were calculated by molecular modelling. Galanthamine is a well known acetylcholinesterase inhibitor; therefore, the isolated alkaloids were tested for this activity. Chlidanthine and galanthamine N-oxide inhibited electric eel acetylcholinesterase (2.4 and 2.6 x 10 (5) M, respectively), indicating they are abo

Filiaciones:
Reyes-Chilpa, R:
 Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico

Hernandez-Ortega, S:
 Univ Nacl Autonoma Mexico, Inst Quim, Mexico City 04510, DF, Mexico
ISSN: 14203049
Editorial
MDPI AG, POSTFACH, CH-4005 BASEL, SWITZERLAND, Suiza
Tipo de documento: Article
Volumen: 16 Número: 11
Páginas: 9520-9533
WOS Id: 000297697200046
ID de PubMed: 22086403